Cas no 501697-77-4 (4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride)

4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride is a specialized sulfonyl chloride derivative used primarily as an intermediate in organic synthesis. Its key structural features include a dichlorophenoxy group and a reactive sulfonyl chloride moiety, making it valuable for constructing complex molecules, particularly in pharmaceutical and agrochemical applications. The compound offers high reactivity for nucleophilic substitution reactions, enabling efficient derivatization. Its stability under controlled conditions ensures reliable handling in synthetic workflows. The presence of chlorine substituents enhances its utility in further functionalization, contributing to its role in the development of bioactive compounds. Proper storage in anhydrous environments is recommended to maintain its reactivity.
4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride structure
501697-77-4 structure
Product Name:4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride
CAS No:501697-77-4
MF:C12H7Cl3O3S
MW:337.606179475784
MDL:MFCD01631867
CID:821040
PubChem ID:3694483
Update Time:2025-06-07

4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride Chemical and Physical Properties

Names and Identifiers

    • 4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride
    • Benzenesulfonyl chloride, 4-(3,4-dichlorophenoxy)-
    • LogP
    • [4-(3,4-dichlorophenoxy)phenyl]sulfonyl chloride
    • MFCD01631867
    • 4-(3,4-dichlorophenoxy)benzenesulphonyl chloride
    • 4-(3,4-DICHLOROPHENOXY)BENZENESULFONYLCHLORIDE
    • CS-0171008
    • 4-(3,4-dichlorophenoxy)benzene-1-sulfonylchloride
    • AKOS009152239
    • AS-45245
    • DTXSID80395148
    • [4-(3,4-dichlorophenoxy)phenyl]sulfonylchloride
    • SCHEMBL14572486
    • 4-(3,4-Dichlorophenoxy)phenylsulphonyl chloride
    • 4-(3,4-dichlorophenoxy)benzene-1-sulfonyl chloride
    • 501697-77-4
    • AR1964
    • MDL: MFCD01631867
    • Inchi: 1S/C12H7Cl3O3S/c13-11-6-3-9(7-12(11)14)18-8-1-4-10(5-2-8)19(15,16)17/h1-7H
    • InChI Key: WSEZTLINFKIBOX-UHFFFAOYSA-N
    • SMILES: ClS(C1C=CC(=CC=1)OC1C=CC(=C(C=1)Cl)Cl)(=O)=O

Computed Properties

  • Exact Mass: 335.91831
  • Monoisotopic Mass: 335.918148g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 19
  • Rotatable Bond Count: 3
  • Complexity: 388
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 4.7
  • Topological Polar Surface Area: 51.8?2

Experimental Properties

  • Color/Form: White to Yellow Solid
  • Melting Point: 86-88 °C
  • PSA: 43.37

4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride Security Information

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4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride Suppliers

Amadis Chemical Company Limited
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(CAS:501697-77-4)4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride
Order Number:A827996
Stock Status:in Stock
Quantity:5g
Purity:99%
Pricing Information Last Updated:Monday, 2 September 2024 16:11
Price ($):346.0

Additional information on 4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride

4-(3,4-Dichlorophenoxy)benzenesulfonyl Chloride: An Overview of Its Properties and Applications

4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride (CAS No. 501697-77-4) is a versatile compound with a wide range of applications in the fields of chemistry, biology, and pharmaceuticals. This article provides a comprehensive overview of its chemical properties, synthesis methods, and potential uses in various research and industrial settings.

Chemical Structure and Properties

4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride is a chlorinated aromatic compound characterized by its unique structure. The molecule consists of a benzene ring substituted with a sulfonyl chloride group and a 3,4-dichlorophenoxy moiety. This combination imparts several key properties to the compound:

  • Solubility: It is generally soluble in organic solvents such as dichloromethane, acetone, and dimethylformamide (DMF), but has limited solubility in water.
  • Reactivity: The sulfonyl chloride group is highly reactive and can readily undergo nucleophilic substitution reactions, making it an excellent reagent for the synthesis of sulfonamides and other derivatives.
  • Stability: It is stable under normal laboratory conditions but should be stored away from moisture and strong bases to prevent hydrolysis or deactivation.

Synthesis Methods

The synthesis of 4-(3,4-dichlorophenoxy)benzenesulfonyl chloride can be achieved through several well-established routes. One common method involves the reaction of 4-chlorobenzenesulfonyl chloride with 3,4-dichlorophenol in the presence of a base such as potassium carbonate. The reaction typically proceeds via an electrophilic substitution mechanism:

            4-Chlorobenzenesulfonyl chloride + 3,4-Dichlorophenol → 4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride + HCl
        

This method is widely used due to its simplicity and high yield. Alternative synthetic routes may involve the use of different catalysts or solvents to optimize the reaction conditions for specific applications.

Applications in Research and Industry

4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride has found numerous applications in both academic research and industrial settings. Some of the key areas where this compound is utilized include:

  • Synthesis of Sulfonamides: Due to its reactivity, it is often used as a starting material for the synthesis of various sulfonamides, which have applications in pharmaceuticals and agrochemicals.
  • Bioconjugation Reactions: The compound can be used to modify biomolecules such as proteins and nucleic acids through bioconjugation reactions. This property makes it valuable in the development of targeted drug delivery systems and diagnostic tools.
  • Molecular Probes: It has been employed in the design of molecular probes for studying biological processes at the cellular level. These probes can help researchers gain insights into complex biological mechanisms.
  • Catalyst Development: In catalysis research, it has been used as a precursor for the synthesis of novel catalysts with improved activity and selectivity.

Recent Research Developments

The field of chemical biology has seen significant advancements in recent years, with many studies focusing on the development of new compounds with enhanced properties. For instance, a study published in the Journal of Medicinal Chemistry explored the use of 4-(3,4-dichlorophenoxy)benzenesulfonyl chloride in the synthesis of novel antiviral agents. The researchers found that derivatives of this compound exhibited potent antiviral activity against several strains of viruses, including influenza and herpes simplex virus (HSV).

In another study published in Organic Letters, scientists investigated the use of this compound as a building block for constructing complex molecular architectures. The study demonstrated that by carefully controlling the reaction conditions, it was possible to synthesize highly functionalized molecules with potential applications in materials science and nanotechnology.

Safety Considerations

4-(3,4-dichlorophenoxy)benzenesulfonyl chloride, it is essential to follow standard safety protocols to ensure both personal safety and environmental protection. The compound should be handled under well-ventilated conditions to prevent inhalation of vapors. Protective equipment such as gloves, goggles, and lab coats should be worn at all times. Additionally, proper disposal methods should be followed to avoid environmental contamination."

In conclusion, 4-(3,4-dichlorophenoxy)benzenesulfonyl chloride(CAS No. 501697-77-4) is a valuable compound with a wide range of applications in chemistry, biology, and pharmaceuticals. Its unique chemical properties make it an essential reagent for various synthetic processes and research endeavors. As ongoing research continues to uncover new possibilities for its use, this compound is likely to remain an important tool in the scientific community for years to come.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:501697-77-4)4-(3,4-Dichlorophenoxy)benzenesulfonyl chloride
A827996
Purity:99%
Quantity:5g
Price ($):346.0
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